We look at nearly a dozen No. 1 hits the late Kris Kristofferson earned during his career, as a songwriter and/or artist.

The singer, songwriter and actor, who died on Saturday at 88, found his way into situations and tales that underscored his role as a conscience for country music.

From accomplishments in music and film, to role as a family man, take a look back at Kris Kristofferson's life and career in photos

After years as a struggling songwriter, he found his voice with a direct, evocative style that launched his decades-long career as a musician, actor and activist.

Kris Kristofferson was a generational singer-songwriter whose nuanced craftsmanship made country music feel broader and deeper.

“Freedom’s just another word for nothing left to lose,” Joplin sang in her signature blues-rock yowl — perhaps the best-known piece of wisdom in Kristofferson’s very wise catalog. “Me and Bobby McGee” topped the Hot 100 in March 1971, less than six months after Joplin’s death at age 27.

The country singer and songwriter, who died on Saturday at 88, tucked enduring aphorisms into tales about facing up to loss.

A look back at some of the biggest and best songs by Kris Kristofferson, who has died aged 88.

Kris Kristofferson, a Rhodes scholar who became a superstar songwriter, singer and actor, has died at the age of 88. (Sept. 30)